JP5412113B2 - Ｎ置換インデノイソキノリン及びその合成 - Google Patents

Ｎ置換インデノイソキノリン及びその合成 Download PDF

Info

Publication number
JP5412113B2
JP5412113B2 JP2008541244A JP2008541244A JP5412113B2 JP 5412113 B2 JP5412113 B2 JP 5412113B2 JP 2008541244 A JP2008541244 A JP 2008541244A JP 2008541244 A JP2008541244 A JP 2008541244A JP 5412113 B2 JP5412113 B2 JP 5412113B2
Authority
JP
Japan
Prior art keywords
mmol
indeno
optionally substituted
reaction mixture
compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
JP2008541244A
Other languages
English (en)
Japanese (ja)
Other versions
JP2009515969A (ja
Inventor
クッシュマン，マーク，エス．
マレル，アンドリュー，イー．
ナガラジャン，ムシュカマン
ポミエ，イヴ，ジェ．
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Government Of United States, Represented By Secretary Of Department Of Health And Human Services AS
Purdue Research Foundation
Original Assignee
Government Of United States, Represented By Secretary Of Department Of Health And Human Services AS
Purdue Research Foundation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Government Of United States, Represented By Secretary Of Department Of Health And Human Services AS, Purdue Research Foundation filed Critical Government Of United States, Represented By Secretary Of Department Of Health And Human Services AS
Publication of JP2009515969A publication Critical patent/JP2009515969A/ja
Application granted granted Critical
Publication of JP5412113B2 publication Critical patent/JP5412113B2/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J73/00—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms
    • C07J73/001—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom
    • C07J73/005—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom by nitrogen as hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/473—Quinolines; Isoquinolines ortho- or peri-condensed with carbocyclic ring systems, e.g. acridines, phenanthridines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/4741—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having oxygen as a ring hetero atom, e.g. tubocuraran derivatives, noscapine, bicuculline
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/18—Ring systems of four or more rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/94—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J73/00—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms
    • C07J73/001—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom
    • C07J73/003—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom by oxygen as hetero atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Pyrane Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
JP2008541244A 2005-11-14 2006-11-13 Ｎ置換インデノイソキノリン及びその合成 Active JP5412113B2 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US73647105P 2005-11-14 2005-11-14
US60/736,471 2005-11-14
US80869906P 2006-05-26 2006-05-26
US60/808,699 2006-05-26
PCT/US2006/043933 WO2007059008A2 (en) 2005-11-14 2006-11-13 N-substituted indenoisoquinolines and syntheses thereof

Related Child Applications (2)

Application Number Title Priority Date Filing Date
JP2013002845A Division JP5567157B2 (ja) 2005-11-14 2013-01-10 Ｎ置換インデノイソキノリン及びその合成
JP2013155750A Division JP5890806B2 (ja) 2005-11-14 2013-07-26 Ｎ置換インデノイソキノリン及びその合成

Publications (2)

Publication Number Publication Date
JP2009515969A JP2009515969A (ja) 2009-04-16
JP5412113B2 true JP5412113B2 (ja) 2014-02-12

Family

ID=37909338

Family Applications (4)

Application Number Title Priority Date Filing Date
JP2008541244A Active JP5412113B2 (ja) 2005-11-14 2006-11-13 Ｎ置換インデノイソキノリン及びその合成
JP2013002845A Active JP5567157B2 (ja) 2005-11-14 2013-01-10 Ｎ置換インデノイソキノリン及びその合成
JP2013155750A Active JP5890806B2 (ja) 2005-11-14 2013-07-26 Ｎ置換インデノイソキノリン及びその合成
JP2015187484A Pending JP2015232047A (ja) 2005-11-14 2015-09-24 Ｎ置換インデノイソキノリン及びその合成

Family Applications After (3)

Application Number Title Priority Date Filing Date
JP2013002845A Active JP5567157B2 (ja) 2005-11-14 2013-01-10 Ｎ置換インデノイソキノリン及びその合成
JP2013155750A Active JP5890806B2 (ja) 2005-11-14 2013-07-26 Ｎ置換インデノイソキノリン及びその合成
JP2015187484A Pending JP2015232047A (ja) 2005-11-14 2015-09-24 Ｎ置換インデノイソキノリン及びその合成

Country Status (7)

Country Link
US (4) US8053443B2 (enrdf_load_stackoverflow)
EP (2) EP1960366B1 (enrdf_load_stackoverflow)
JP (4) JP5412113B2 (enrdf_load_stackoverflow)
AU (1) AU2006315599C1 (enrdf_load_stackoverflow)
CA (1) CA2629530C (enrdf_load_stackoverflow)
ES (1) ES2601525T3 (enrdf_load_stackoverflow)
WO (1) WO2007059008A2 (enrdf_load_stackoverflow)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2013241444A (ja) * 2005-11-14 2013-12-05 Purdue Research Foundation Ｎ置換インデノイソキノリン及びその合成

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9399660B2 (en) 2005-11-14 2016-07-26 Purdue Research Foundation N-substituted indenoisoquinolines and syntheses thereof
WO2010051048A1 (en) * 2008-02-20 2010-05-06 The Wistar Institute Microrna modulators and method for identifying and using the same
CN101565402B (zh) * 2009-05-19 2011-05-04 中国药科大学 茚并异喹啉酮化合物、其制备方法及医药用途
CN101693688B (zh) * 2009-10-22 2012-05-09 中国药科大学 茚并异喹啉酮衍生物、其制备方法及其医药用途
US9206193B2 (en) 2010-01-27 2015-12-08 Purdue Research Foundation Substituted norindenoisoquinolines, syntheses thereof, and methods of use
CN102250000A (zh) * 2010-05-17 2011-11-23 中国人民解放军第二军医大学 茚并喹啉酮类化合物及其制备方法和用途
WO2012024437A1 (en) * 2010-08-17 2012-02-23 Purdue Research Foundation Substituted dibenzonaphthyridines, pharmaceutical uses thereof and processes therfor
US9682990B2 (en) 2011-05-25 2017-06-20 Purdue Research Foundation Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors
WO2012162513A2 (en) * 2011-05-25 2012-11-29 Purdue Research Foundation Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase i inhibitors
US8912213B2 (en) 2012-04-13 2014-12-16 Purdue Research Foundation Synthesis and use of dual tyrosyl-DNA phosphodiesterase I (TDP1)- topoisomerase I (TOP1) inhibitors
US9034870B2 (en) 2012-07-13 2015-05-19 Purdue Research Foundation Azaindenoisoquinoline topoisomerase I inhibitors
US8686146B2 (en) 2012-07-13 2014-04-01 Purdue Research Foundation Azaindenoisoquinoline topoisomerase I inhibitors
DK2900669T3 (da) * 2012-09-25 2019-11-04 Hoffmann La Roche Hexahydropyrrolo[3,4-C]pyrrolderivater og relaterede forbindelser som autotaxin (ATX)-inhibitorer og som inhibitorer af lysophosphatidsyre (LPA)-produktion til behandling af f.eks. nyresygdomme
CN103044325A (zh) * 2012-12-12 2013-04-17 中国药科大学 一类茚并异喹啉类雌激素受体α调节剂的抗乳腺癌用途
US10759795B2 (en) 2016-03-15 2020-09-01 Purdue Research Foundation Aza-A-ring indenoisoquinoline topoisomerase I poisons
KR102545509B1 (ko) * 2016-06-02 2023-06-21 삼성디스플레이 주식회사 다환 화합물 및 이를 포함하는 유기 전계 발광 소자
EP3558993A4 (en) 2016-12-22 2020-05-06 Purdue Research Foundation AZAINDENOISOQUINOLINE COMPOUNDS AND USES THEREOF
TWI642658B (zh) * 2017-11-01 2018-12-01 國立臺灣師範大學 茚並異喹啉衍生物的製備方法
CN109748870B (zh) * 2017-11-08 2021-02-12 姚清发 茚并异喹啉衍生物的制备方法
CN108689992A (zh) * 2018-06-21 2018-10-23 兰州大学 一种稳定氮氧自由基标记的茚并异喹啉衍生物、制备方法及用途
US20210382058A1 (en) * 2020-06-01 2021-12-09 Purdue Research Foundation Patient selection for treatment of myc positive cancers with indenoisoquinolines

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5597831A (en) * 1991-08-29 1997-01-28 Vufb A.S 6-[X-(2-hydroxyethyl) aminoalkyl]-5,11-dioxo-5,6-dihydro-11-H-indeno[1,2-c]isoquinolines and their use as antineoplastic agents
AU765135B2 (en) 1998-10-14 2003-09-11 Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services, The Novel indenoisoquinolines as antineoplastic agents
US20030096833A1 (en) 2001-08-31 2003-05-22 Jagtap Prakash G. Substituted ideno[1,2-c]isoquinoline derivatives and methods of use thereof
US6992088B2 (en) * 2002-08-09 2006-01-31 Rutgers, The State University Of New Jersey Nitro and amino substituted heterocycles as topoisomerase I targeting agents
CA2517260A1 (en) 2003-02-28 2005-02-03 Inotek Pharmaceuticals Corporation Tetracyclic benzamide derivatives and methods of use thereof
JP2006528691A (ja) 2003-05-12 2006-12-21 パーデュー・リサーチ・ファウンデーション 細胞傷害性インデノおよびイソインドロイソキノロン
US7781445B2 (en) 2004-03-17 2010-08-24 Purdue Research Foundation Synthesis of indenoisoquinoliniums and methods of use
US7495100B2 (en) 2004-05-07 2009-02-24 Purdue Research Foundation Synthesis of indenoisoquinolines
US8053443B2 (en) 2005-11-14 2011-11-08 Purdue Research Foundation N-substituted indenoisoquinolines and syntheses thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2013241444A (ja) * 2005-11-14 2013-12-05 Purdue Research Foundation Ｎ置換インデノイソキノリン及びその合成

Also Published As

Publication number Publication date
WO2007059008A3 (en) 2007-11-01
JP2013241444A (ja) 2013-12-05
US20080318995A1 (en) 2008-12-25
EP3112349A2 (en) 2017-01-04
AU2006315599A1 (en) 2007-05-24
CA2629530A1 (en) 2007-05-24
WO2007059008A2 (en) 2007-05-24
AU2006315599B2 (en) 2013-05-23
AU2006315599C1 (en) 2014-03-13
US9217010B2 (en) 2015-12-22
US20140336188A1 (en) 2014-11-13
JP2013100318A (ja) 2013-05-23
CA2629530C (en) 2014-07-08
JP5890806B2 (ja) 2016-03-22
EP1960366A2 (en) 2008-08-27
US20150218207A1 (en) 2015-08-06
US8829022B2 (en) 2014-09-09
ES2601525T3 (es) 2017-02-15
JP2009515969A (ja) 2009-04-16
US20120101119A1 (en) 2012-04-26
JP2015232047A (ja) 2015-12-24
EP3112349A3 (en) 2017-03-01
JP5567157B2 (ja) 2014-08-06
US8053443B2 (en) 2011-11-08
EP1960366B1 (en) 2016-07-20
US9388211B2 (en) 2016-07-12

Similar Documents

Publication Publication Date Title
JP5567157B2 (ja) Ｎ置換インデノイソキノリン及びその合成
EP1123099B1 (en) Novel indenoisoquinolines as antineoplastic agents
CA3099155A1 (en) Anti-cancer nuclear hormone receptor-targeting compounds
JP2009513495A (ja) 癌の治療において有効な新規のピロロジヒドロイソキノリン
JPH02124874A (ja) 置換されたジヒドロイソキノリノンおよび関連化合物
KR20080103977A (ko) Ｅｇ５ 키네신 조절자로서 인돌로피리딘
CA3138197A1 (en) Anti-cancer nuclear hormone receptor-targeting compounds
US6989387B2 (en) Nitro and amino substituted topoisomerase agents
US9796753B2 (en) N-substituted indenoisoquinolines and syntheses thereof
US9175002B2 (en) Synthesis and use of dual tyrosyl-DNA phosphodiesterase I (Tdp1)—topoisomerase I (Top1) inhibitors
US20130143878A1 (en) Substituted dibenzonaphthyridines, pharmaceutical uses thereof and processes therfor
US20040102443A1 (en) Nitro and amino substituted topoisomerase agents
US7781445B2 (en) Synthesis of indenoisoquinoliniums and methods of use
AU2013214640B2 (en) N-Substituted indenoisoquinolines and syntheses thereof
AU2016203107A1 (en) N-Substituted indenoisoquinolines and syntheses thereof

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20090109

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A821

Effective date: 20090109

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20091112

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20101006

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20120710

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20121009

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20121016

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20121112

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20121119

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20121210

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20121217

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20130110

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20130326

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20130726

A911 Transfer to examiner for re-examination before appeal (zenchi)

Free format text: JAPANESE INTERMEDIATE CODE: A911

Effective date: 20130919

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20131015

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20131111

R150 Certificate of patent or registration of utility model

Ref document number: 5412113

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

RD02 Notification of acceptance of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: R3D02

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250